Hydrochloric Acid → 3-Ethoxy-4-methoxybenzoic acid

HRID 1934724노트

반응식

HRID 1934724 반응식
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[C:7]([O:9]C)=[O:8])[CH3:2].[OH-].[Na+].Cl>CO>[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13]=1[O:14][CH3:15])[C:7]([OH:9])=[O:8])[CH3:2]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 10536413Methyl 3-ethoxy-4-methoxybenzoate

생성물 1

HCID 28229573-Ethoxy-4-methoxybenzoic acid수율 91.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of methyl 3-ethoxy-4-methoxybenzoate (4.42 g), methanol (160 mL) and IN-sodium hydroxide solution (40 mL) was heated for 2 hours under reflux. The reaction mixture was acidified with 1N-hydrochloric acid to pH 4, and the organic solvent was removed by evaporation. The aqueous layer was diluted with water and extracted with ethyl acetate. The extract was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was triturated with hexane to give 3-ethoxy-4-methoxybenzoic acid as colorless powders (3.76 g). NMR (CDCl3, δ): 1.50 (3H, t, J=7 Hz), 3.95 (3H, s), 4.17 (2H, q, J=7 Hz), 6.92 (1H, d, J=8 Hz), 7.60 (1H, d, J=4 Hz), 7.76 (1H, dd, J=4, 8 Hz); Mass m/z: 195(M+).

후처리

  1. temperatureunder reflux
  2. customthe organic solvent was removed by evaporation
  3. additionThe aqueous layer was diluted with water
  4. extractionextracted with ethyl acetate
  5. washThe extract was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. customevaporated in vacuo
  8. customThe residue was triturated with hexane

출처 및 근거

ORD 기록
ord-89705aedfb904e96b30ec0b8851a354c
출처 데이터셋
uspto-grants-2002_05
특허 번호
US06384080B1

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